Collect. Czech. Chem. Commun. 1979, 44, 183-193

Quantitative relationships between structure and fibrinolytic activity in the series of α-methyl-β-arylpropionic acids

Miroslav Kuchař, Václav Rejholec, Zdeněk Roubal and Oldřich Němeček

Research Institute for Pharmacy and Biochemistry, 130 60 Prague 3


A series of α-methyl-β-arylpropionic acids I was prepared both by hydrogenation of corresponding α-methylcinnamic esters and by decarboxylation of α-carboxy-α-methyl-β-arylpropionic acids. The substances were tested in the form of cyclohexylammonium salts as activators of fibrinolysis and inhibitors of heat denaturation of serum albumin. Similarly as in the series of isomeric β-aryl-n-butyric acids correlation analysis indicated that both activities are mainly affected by the lipophilic character of the aromatic substituents and that the electronic effects are statistically insignificant. From the comparison of the regression relationships in both series of acids it is evident that neither activity is affected by a change in the structure of the side chain. For the estimation of the lipophilicity of 3,4-dialkoxy derivatives the parameters π were used which were obtained by reverse phase partition chromatography on silica gel thin layer.